2-Formylfuran-5-boronic acid（cas: 27329-70-0）

Product Manager: Selina Zhang; Email: selina@coreychem.com

2-Formylfuran-5-boronic acid (CAS: 27329-70-0) is a multifunctional organic compound containing a furan ring, formyl group, and boronic acid group. It primarily serves as an important organic synthesis intermediate in fields such as drug development and materials science. Its specific applications are as follows:

1. Medicinal Chemistry & Synthesis of Bioactive Molecules

• Suzuki–Miyaura Coupling Reaction: The boronic acid group allows it to act as a key coupling reagent, forming C–C bonds with halogenated arenes or alkenes under palladium catalysis. This is used to synthesize complex molecules containing furan structures.

• Framework for Active Molecules: Furan rings are common in natural products and pharmaceuticals. The formyl group can be further derivatized through reactions like reduction or condensation to construct furan-containing heterocyclic compounds (e.g., oxazoles, imidazoles).

• Potential Bioactivity: Compounds with furan structures may exhibit antibacterial, anti-inflammatory, or antitumor activities, making this compound a potential synthetic precursor for such bioactive molecules.

2. Materials Science

• Synthesis of Organic Conjugated Materials: The furan ring can act as a conjugated unit. Through coupling reactions, it can be used to build π-conjugated polymers or small molecules for applications such as organic semiconductors or fluorescent sensors.

• Metal–Organic Frameworks (MOFs): The boronic acid and formyl groups may participate in coordination or post-synthetic modifications for designing functional porous materials.

3. Versatility in Chemical Synthesis

• Reactivity of the Formyl Group: It can undergo reactions such as reduction (to hydroxymethyl), oxidation (to carboxylic acid), or condensation (to form Schiff bases), thereby expanding molecular diversity.

• Properties of the Boronic Acid Group: Beyond Suzuki coupling, it can form reversible esters with diols, which is useful in dynamic covalent chemistry or sensing materials.

4. Points to Note

• Stability: Arylboronic acids can be sensitive to moisture and may require storage under an inert atmosphere. Under certain conditions, deboronation or oxidation may occur.

• Experimental Use: Currently, it is mainly used as a research chemical, with no widely reported large-scale industrial applications.

Summary

The core value of this compound lies in its multifunctional structure, making it a key building block for constructing functional molecules. It holds significant potential in drug discovery and materials chemistry. For specific application examples or synthetic pathways, further consultation of organic chemistry or medicinal chemistry literature is recommended.

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